data_W4N # _chem_comp.id W4N _chem_comp.name "(1R,4R,5R)-1,4,5-trihydroxy-3-[(1S)-1-hydroxy-2-phenyl]ethylcyclohex-2-ene-1-carboxylic acid" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H18 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-12-17 _chem_comp.pdbx_modified_date 2014-09-05 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 294.300 _chem_comp.one_letter_code ? _chem_comp.three_letter_code W4N _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 4CIX _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal W4N CAK CAK C 0 1 Y N N 6.462 -31.147 -46.560 -3.829 0.540 1.087 CAK W4N 1 W4N CAI CAI C 0 1 Y N N 5.152 -31.622 -46.471 -5.205 0.412 1.053 CAI W4N 2 W4N CAH CAH C 0 1 Y N N 4.144 -31.002 -47.207 -5.852 0.231 -0.155 CAH W4N 3 W4N CAJ CAJ C 0 1 Y N N 4.434 -29.915 -48.035 -5.124 0.180 -1.329 CAJ W4N 4 W4N CAL CAL C 0 1 Y N N 5.743 -29.443 -48.127 -3.748 0.309 -1.295 CAL W4N 5 W4N CAQ CAQ C 0 1 Y N N 6.765 -30.056 -47.389 -3.100 0.488 -0.087 CAQ W4N 6 W4N CAM CAM C 0 1 N N N 8.081 -29.588 -47.484 -1.600 0.628 -0.050 CAM W4N 7 W4N CAR CAR C 0 1 N N S 8.260 -28.337 -46.625 -0.963 -0.754 0.107 CAR W4N 8 W4N OAC OAC O 0 1 N N N 9.368 -27.556 -47.131 -1.322 -1.304 1.376 OAC W4N 9 W4N CAP CAP C 0 1 N N N 8.418 -28.717 -45.278 0.537 -0.628 0.021 CAP W4N 10 W4N CAG CAG C 0 1 N N N 7.270 -28.703 -44.483 1.034 0.540 -0.230 CAG W4N 11 W4N CAU CAU C 0 1 N N R 7.220 -29.066 -43.135 2.503 0.819 -0.355 CAU W4N 12 W4N CAO CAO C 0 1 N N N 6.087 -29.882 -42.956 2.831 2.103 0.362 CAO W4N 13 W4N OAB OAB O 0 1 N N N 6.242 -31.110 -42.789 2.683 3.280 -0.267 OAB W4N 14 W4N OAA OAA O 0 1 N N N 4.981 -29.318 -43.005 3.226 2.074 1.504 OAA W4N 15 W4N OAF OAF O 0 1 N N N 7.054 -27.890 -42.349 2.845 0.948 -1.737 OAF W4N 16 W4N CAN CAN C 0 1 N N N 8.464 -29.796 -42.672 3.311 -0.326 0.260 CAN W4N 17 W4N CAS CAS C 0 1 N N R 9.681 -29.059 -43.239 2.779 -1.651 -0.300 CAS W4N 18 W4N OAD OAD O 0 1 N N N 10.908 -29.697 -42.786 3.619 -2.725 0.127 OAD W4N 19 W4N CAT CAT C 0 1 N N R 9.662 -29.126 -44.765 1.360 -1.864 0.237 CAT W4N 20 W4N OAE OAE O 0 1 N N N 10.720 -28.278 -45.219 0.756 -2.962 -0.450 OAE W4N 21 W4N HAK HAK H 0 1 N N N 7.246 -31.621 -45.988 -3.323 0.685 2.030 HAK W4N 22 W4N HAI HAI H 0 1 N N N 4.921 -32.464 -45.836 -5.773 0.452 1.970 HAI W4N 23 W4N HAH HAH H 0 1 N N N 3.129 -31.365 -47.137 -6.927 0.131 -0.182 HAH W4N 24 W4N HAJ HAJ H 0 1 N N N 3.647 -29.441 -48.602 -5.630 0.038 -2.272 HAJ W4N 25 W4N HAL HAL H 0 1 N N N 5.970 -28.604 -48.768 -3.179 0.268 -2.212 HAL W4N 26 W4N HAM1 HAM1 H 0 0 N N N 8.771 -30.370 -47.135 -1.255 1.084 -0.978 HAM1 W4N 27 W4N HAM2 HAM2 H 0 0 N N N 8.305 -29.344 -48.533 -1.315 1.257 0.793 HAM2 W4N 28 W4N HAR HAR H 0 1 N N N 7.342 -27.739 -46.721 -1.318 -1.411 -0.687 HAR W4N 29 W4N HAC HAC H 0 1 N N N 9.478 -26.779 -46.596 -0.980 -0.806 2.131 HAC W4N 30 W4N HAG HAG H 0 1 N N N 6.348 -28.386 -44.947 0.349 1.365 -0.358 HAG W4N 31 W4N HAT HAT H 0 1 N N N 9.868 -30.164 -45.066 1.403 -2.087 1.303 HAT W4N 32 W4N HAF HAF H 0 1 N N N 6.133 -27.769 -42.150 2.378 1.662 -2.193 HAF W4N 33 W4N HAN1 HAN1 H 0 0 N N N 8.508 -29.800 -41.573 4.364 -0.214 -0.003 HAN1 W4N 34 W4N HAN2 HAN2 H 0 0 N N N 8.449 -30.832 -43.042 3.198 -0.314 1.344 HAN2 W4N 35 W4N HAB HAB H 0 1 N N N 5.393 -31.529 -42.708 2.906 4.076 0.234 HAB W4N 36 W4N HAS HAS H 0 1 N N N 9.653 -28.007 -42.918 2.763 -1.609 -1.389 HAS W4N 37 W4N HAD HAD H 0 1 N N N 11.657 -29.233 -43.142 4.538 -2.644 -0.162 HAD W4N 38 W4N HAE HAE H 0 1 N N N 11.545 -28.579 -44.857 -0.107 -3.220 -0.097 HAE W4N 39 # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal W4N CAK CAI SING Y N 1 W4N CAK CAQ DOUB Y N 2 W4N CAI CAH DOUB Y N 3 W4N CAH CAJ SING Y N 4 W4N CAJ CAL DOUB Y N 5 W4N CAL CAQ SING Y N 6 W4N CAQ CAM SING N N 7 W4N CAM CAR SING N N 8 W4N CAR OAC SING N N 9 W4N CAR CAP SING N N 10 W4N CAP CAG DOUB N N 11 W4N CAP CAT SING N N 12 W4N CAG CAU SING N N 13 W4N CAU CAO SING N N 14 W4N CAU OAF SING N N 15 W4N CAU CAN SING N N 16 W4N CAO OAB SING N N 17 W4N CAO OAA DOUB N N 18 W4N CAN CAS SING N N 19 W4N CAS OAD SING N N 20 W4N CAS CAT SING N N 21 W4N CAT OAE SING N N 22 W4N CAK HAK SING N N 23 W4N CAI HAI SING N N 24 W4N CAH HAH SING N N 25 W4N CAJ HAJ SING N N 26 W4N CAL HAL SING N N 27 W4N CAM HAM1 SING N N 28 W4N CAM HAM2 SING N N 29 W4N CAR HAR SING N N 30 W4N OAC HAC SING N N 31 W4N CAG HAG SING N N 32 W4N CAT HAT SING N N 33 W4N OAF HAF SING N N 34 W4N CAN HAN1 SING N N 35 W4N CAN HAN2 SING N N 36 W4N OAB HAB SING N N 37 W4N CAS HAS SING N N 38 W4N OAD HAD SING N N 39 W4N OAE HAE SING N N 40 # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor W4N SMILES ACDLabs 12.01 "O=C(O)C2(O)C=C(C(O)Cc1ccccc1)C(O)C(O)C2" W4N InChI InChI 1.03 "InChI=1S/C15H18O6/c16-11(6-9-4-2-1-3-5-9)10-7-15(21,14(19)20)8-12(17)13(10)18/h1-5,7,11-13,16-18,21H,6,8H2,(H,19,20)/t11-,12+,13+,15-/m0/s1" W4N InChIKey InChI 1.03 TUXIFONUTATTJM-JLNYLFASSA-N W4N SMILES_CANONICAL CACTVS 3.385 "O[C@@H]1C[C@@](O)(C=C([C@@H](O)Cc2ccccc2)[C@H]1O)C(O)=O" W4N SMILES CACTVS 3.385 "O[CH]1C[C](O)(C=C([CH](O)Cc2ccccc2)[CH]1O)C(O)=O" W4N SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)C[C@@H](C2=C[C@](C[C@H]([C@@H]2O)O)(C(=O)O)O)O" W4N SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)CC(C2=CC(CC(C2O)O)(C(=O)O)O)O" # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier W4N "SYSTEMATIC NAME" ACDLabs 12.01 "(1R,4R,5R)-1,4,5-trihydroxy-3-[(1S)-1-hydroxy-2-phenylethyl]cyclohex-2-ene-1-carboxylic acid" W4N "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(1R,4R,5R)-1,4,5-tris(oxidanyl)-3-[(1S)-1-oxidanyl-2-phenyl-ethyl]cyclohex-2-ene-1-carboxylic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site W4N "Create component" 2013-12-17 EBI W4N "Modify name" 2014-01-06 EBI W4N "Initial release" 2014-04-16 RCSB W4N "Modify descriptor" 2014-09-05 RCSB #